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(2E,4E,6R)-6-[(3S,5R,10S,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-(hydroxymethyl)-4,4,10,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 2ecbd28c-f9f3-4eb9-8c99-7fe9027e6915
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2E,4E,6R)-6-[(3S,5R,10S,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-(hydroxymethyl)-4,4,10,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide
SMILES (Canonical) CC1C(OC(=O)C1NC(=O)C(=CC=CC(C)C2CCC3(C2(CCC4=C3CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)CO)C)C)C
SMILES (Isomeric) C[C@H]1[C@H](OC(=O)[C@H]1NC(=O)/C(=C/C=C/[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)CO)C)/C)C
InChI InChI=1S/C60H95NO23/c1-25(12-11-13-26(2)51(74)61-38-27(3)28(4)76-52(38)75)31-16-20-59(10)33-14-15-36-57(7,8)37(18-19-58(36,9)32(33)17-21-60(31,59)24-64)81-55-50(47(73)48(35(23-63)80-55)82-53-45(71)42(68)39(65)29(5)77-53)84-56-49(44(70)41(67)34(22-62)79-56)83-54-46(72)43(69)40(66)30(6)78-54/h11-13,25,27-31,34-50,53-56,62-73H,14-24H2,1-10H3,(H,61,74)/b12-11+,26-13+/t25-,27+,28-,29+,30+,31-,34-,35-,36+,37+,38+,39+,40+,41-,42-,43-,44+,45-,46-,47+,48-,49-,50-,53+,54+,55+,56+,58-,59+,60+/m1/s1
InChI Key AAGKUIHVUGOTOT-SAPSSQHOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H95NO23
Molecular Weight 1198.40 g/mol
Exact Mass 1197.62948828 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,6R)-6-[(3S,5R,10S,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-(hydroxymethyl)-4,4,10,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6316 63.16%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7654 76.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7529 75.29%
OATP1B3 inhibitior + 0.9001 90.01%
MATE1 inhibitior - 0.9458 94.58%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9580 95.80%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.6601 66.01%
CYP3A4 substrate + 0.7451 74.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.9213 92.13%
CYP2C9 inhibition - 0.8772 87.72%
CYP2C19 inhibition - 0.8893 88.93%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8960 89.60%
CYP2C8 inhibition + 0.7436 74.36%
CYP inhibitory promiscuity - 0.7716 77.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4583 45.83%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.7090 70.90%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7696 76.96%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6822 68.22%
skin sensitisation - 0.8555 85.55%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4702 47.02%
Acute Oral Toxicity (c) III 0.6800 68.00%
Estrogen receptor binding + 0.7646 76.46%
Androgen receptor binding + 0.7565 75.65%
Thyroid receptor binding + 0.6368 63.68%
Glucocorticoid receptor binding + 0.7912 79.12%
Aromatase binding + 0.6961 69.61%
PPAR gamma + 0.8227 82.27%
Honey bee toxicity - 0.6005 60.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9577 95.77%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.84% 91.11%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 95.71% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.92% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.24% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.65% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.01% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.41% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.41% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.77% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.41% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.84% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.41% 97.25%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.26% 97.47%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.53% 92.88%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.36% 94.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.23% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.05% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.87% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.42% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.40% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.88% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.75% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.61% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 83.20% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.93% 93.56%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.48% 92.78%
CHEMBL259 P32245 Melanocortin receptor 4 81.60% 95.38%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.08% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.08% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.01% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.48% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.43% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Mussaenda pubescens

Cross-Links

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PubChem 101682155
LOTUS LTS0251680
wikiData Q104907922